197847-57-7Relevant articles and documents
Synthesis of novel spiro-tetrahydroquinoline derivatives and evaluation of their pharmacological effects on wound healing
Liou, Yan-Cheng,Lin, Yan-An,Wang, Ke,Yang, Juan-Cheng,Jang, Yeong-Jiunn,Lin, Wenwei,Wu, Yang-Chang
, (2021/06/14)
A highly diastereoselective method for the synthesis of novel spiro-tetrahydroquinoline derivatives is reported here, using a one-pot reaction method. All compounds were characterized by1 H-nuclear magnetic resonance (NMR) and mass spectroscopy
A [4+3] Cycloaddition Reaction of Aza-ortho-quinone Methides with C,N-Cyclic Azomethine Imines for Synthesis of 1,2,4-Triazepines
Wang, Xinyue,Li, Zefei,Feng, Chang,Zhen, Qi,Guo, Mingzhang,Yao, Yaning,Zou, Xinyu,Wang, Pengfei,Hou, Yunlei,Gong, Ping
supporting information, p. 2090 - 2096 (2021/09/06)
The base-induced formal [4+3] cycloaddition reaction of C,N-cyclic azomethine imines with aza-ortho-quinone methides, generated in situ, is reported. This protocol provided an efficient method for the synthesis of biologically important 1,2,4-triazepine derivatives, with a wide substrate scope and excellent functional-group tolerance, and it gives moderate to excellent yields under mild conditions. Several of the derivatives exhibited in vitro antitumor activities against the A2780 cell line in a screening of the cancer cell lines HCT-116, H2228, and A2780 by an MTT assay.
Ynamide Smiles Rearrangement Triggered by Visible-Light-Mediated Regioselective Ketyl-Ynamide Coupling: Rapid Access to Functionalized Indoles and Isoquinolines
Chen, Yang-Bo,Sun, Zhou,Wang, Ze-Shu,Ye, Long-Wu,Zhang, Hao-Wen,Zhu, Chunyin
supporting information, p. 3636 - 3644 (2020/03/06)
In the past decades, significant advances have been made on radical Smiles rearrangement. However, the eventually formed radical intermediates in these reactions are limited to the amidyl radical, except for the few examples initiated by a N-centered radical. Here, a novel and practical radical Smiles rearrangement triggered by photoredox-catalyzed regioselective ketyl-ynamide coupling is reported, which represents the first radical Smiles rearrangement of ynamides. This method enables facile access to a variety of valuable 2-benzhydrylindoles with broad substrate scope in generally good yields under mild reaction conditions. In addition, this chemistry can also be extended to the divergent synthesis of versatile 3-benzhydrylisoquinolines through a similar ketyl-ynamide coupling and radical Smiles rearrangement, followed by dehydrogenative oxidation. Moreover, such an ynamide Smiles rearrangement initiated by intermolecular photoredox catalysis via addition of external radical sources is also achieved. By control experiments, the reaction was shown to proceed via key ketyl radical and α-imino carbon radical intermediates.
Copper-catalyzed tandemcis-carbometallation/cyclization of imine-ynamides with arylboronic acids
Wang, Hao-Ran,Huang, En-He,Luo, Chen,Luo, Wen-Feng,Xu, Yin,Qian, Peng-Cheng,Zhou, Jin-Mei,Ye, Long-Wu
supporting information, p. 4832 - 4835 (2020/05/13)
An efficient copper-catalyzed tandem regioselectivecis-carbometallation/cyclization of imine-ynamides with arylboronic acids has been developed. This method leads to a facile and practical synthesis of valuable 2,3-disubstituted indolines in moderate to e
Amphoteric 2-(sulfonylamino)benzaldehydes, secondary amines and isocyanides in the multicomponent synthesis of elusive N-alkyl-2,3-diaminoindoles
Giustiniano, Mariateresa,Pelliccia, Sveva,Sangaletti, Luca,Meneghetti, Fiorella,Amato, Jussara,Novellino, Ettore,Tron, Gian Cesare
supporting information, p. 4264 - 4268 (2017/10/11)
A novel interrupted Ugi reaction between ortho-sulfonylaminated aryl aldehydes, secondary amines, and isocyanides affords in good to high yields N-alkyl-2,3-diaminoindoles, providing access to a so far unexplored area of the indole chemical space. With only one single chemical operation, this novel reaction affords a broad gamma of substituted 2,3-diaminoindoles with five points of diversity. The success of this novel multicomponent transformation lies in presence of the amphoteric sulfonylamino group, which sequentially acts as a Br?nsted acids and as a nucleophile the lack of need for additional catalysts and the high atom economy, with the loss of only one molecule of water, renders this approach a very effective one.
Rhodium(iii)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins through C-H activation
Yang, Tingting,Zhang, Tao,Yang, Shangdong,Chen, Shanshan,Li, Xingwei
supporting information, p. 4290 - 4294 (2014/06/23)
Rh(iii)-catalyzed coupling of N-sulfonyl 2-aminobenzaldehydes with oxygenated allylic olefins via C-H bond activation is described. Diarylketones were obtained through coupling of N-sulfonyl 2-aminobenzaldehydes with 7-oxabenzonorbornadienes. On the other
One-pot synthesis of 1-phenylsulfonyl-2-aroylindoles
Dhayalan, Vasudevan,Panchapakesan, Ganapathy,Mohanakrishnan, Arasambattu K.
experimental part, p. 402 - 411 (2011/11/13)
Interaction of phenylsulfonyl-2-aminobenzaldehyde with 2-bromo-1- phenylethanones in the presence of K2CO3 followed by acid-catalyzed dehydration led to the formation of 1-phenylsulfonyl-2-aroylindoles.Copyright Taylor & Francis Group, LLC.
Synthesis of novel nitrogen-containing ligands for the enantioselective addition of diethylzinc to aldehydes
Fonseca, Maria Hechavarria,Eibler, Ernst,Zabel, Manfred,Koenig, Burkhard
, p. 1989 - 1994 (2007/10/03)
New nitrogen-containing ligands derived from the (1R,2R)-trans-cyclohexanediamine chiral core unit have been synthesized and fully characterized. Their catalytic activity was tested in the asymmetric addition of diethylzinc to aldehydes leading to the res
